TRV026   Click here for help

GtoPdb Ligand ID: 11944

Synonyms: TRV 026 | TRV-026
Compound class: Peptide
Comment: TRV026 is an angiotensin II (AngII) analogue, in which the C-terminal Phe8 residue is deleted [2]. This truncation attenuates Gq-mediated signalling, and promotes β-arrestin-dependent receptor endocytosis.
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES NCCCC[C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N)Cc1[nH]cnc1)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CNC)CCCN=C(N)N)Cc1ccc(cc1)O
Isomeric SMILES CC(C)[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N)NC(=O)[C@H](CCCN=C(N)N)NC(=O)CNC
InChI InChI=1S/C40H64N14O8/c1-23(2)33(53-36(59)27(49-32(56)21-45-3)9-6-16-47-40(43)44)38(61)51-29(18-24-11-13-26(55)14-12-24)37(60)50-28(8-4-5-15-41)35(58)52-30(19-25-20-46-22-48-25)39(62)54-17-7-10-31(54)34(42)57/h11-14,20,22-23,27-31,33,45,55H,4-10,15-19,21,41H2,1-3H3,(H2,42,57)(H,46,48)(H,49,56)(H,50,60)(H,51,61)(H,52,58)(H,53,59)(H4,43,44,47)/t27-,28-,29-,30-,31-,33-/m0/s1
InChI Key BMVQKFSALBOKAG-YYTVJKPMSA-N
References
1. Wingler LM, Elgeti M, Hilger D, Latorraca NR, Lerch MT, Staus DP, Dror RO, Kobilka BK, Hubbell WL, Lefkowitz RJ. (2019)
Angiotensin Analogs with Divergent Bias Stabilize Distinct Receptor Conformations.
Cell, 176 (3): 468-478.e11. [PMID:30639099]
2. Wingler LM, Skiba MA, McMahon C, Staus DP, Kleinhenz ALW, Suomivuori CM, Latorraca NR, Dror RO, Lefkowitz RJ, Kruse AC. (2020)
Angiotensin and biased analogs induce structurally distinct active conformations within a GPCR.
Science, 367 (6480): 888-892. [PMID:32079768]